Villa holiday rentals in Simcoe County

6BR 6BA Luxe Aurora Retreat | Pool Table, Sun Room

**Sleeps 8 upstairs, 8 downstairs. Please let us know if you are more than 16 guests.** NEWLY RENOVATED! BBQ now available! Discover the perfect oasis at our spacious 6-bedroom haven in the scenic neighborhood of Aurora. Steps from a beautiful pond, this retreat is great for family, friends or colleagues. Unwind in the sunroom, challenge your group to a fun game of billards or ping pong. Your retreat, your way – welcome to your dream getaway. 10min from Madison Greenhouse & many Golf Clubs

Luxury Modern Muskoka Retreat

Exquisite Scandinavian-style private villa surrounded by a lush forest landscape. Situated on the grounds of the Muskoka Bay Golf Resort, this 5 star property won’t disappoint. RARE special corner villa with walls of windows. Only two in the entire community. Enjoy the infinity pool (May-Oct), tennis, trails, golfing or just a lovely bonfire overlooking the hilly landscape. Don’t forget to visit the clubhouse and all its amenities including state of the art gym & 5 star dining experience!

Nordic Elegance Villa in Muskoka

Welcome to Nordic Elegance Villa at Muskoka Bay Resort! This villa showcases Scandinavian design and offers a sophisticated ambiance. As a 5-star property, it is designed to exceed your expectations, with amenities tailored for families. Explore a wide array of Muskoka Bay Resort's amenities, including a swimming pool, sauna, trails, and golfing (ranked #1 golf course in Ontario). Minutes away from local parks and Muskoka Steamships/Discovery Centre. Bring the family and enjoy all the fun!

The Family Escape Townhome

Conveniently located in Collingwood, Ontario only 1.5 hours from the GTA, this home is a 5 minute drive to Blue Mountain Resort, a 7 minute drive to Northwinds Beach & 20 minute drive to Wasaga Beach (the largest fresh water beach in the world!). Enjoy hiking/biking trails, golf and so much more! Set your day’s agenda from hitting the slopes, to relaxing at the spa. This home will make you feel warm and welcomed to the four-season destination of Collingwood & our neighbour Blue Mountain!

The Sandals Beach Villa & Spa

Escape to this serene, newly refreshed 5-bedroom all-seasons cottage nestled in Tiny Township on the beautiful shores of Georgian Bay. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this cottage offers the perfect blend of relaxation and excitement. In the summer, soak up the sun on pristine beaches, and in winter, hit the nearby ski slopes for some snowy fun. Ideal for families and friends, this is your year-round sanctuary away from the hustle of city life.

ScandinaVilla Retreat

ScandinaVilla, an Exquisite Scandinavian-Style Private Villa is surrounded by a lush forest landscape and nestled on the grounds of the sought after Muskoka Bay Golf Resort community. Enjoy golfing, hiking trails, cycling, and water activities in nearby nature & beaches in the summer; and snowshoeing, cross country skiing, ice fishing and ice skating in the winter months. Visit the clubhouse and benefit from all its amenities including state of the art gym & 5-star dining experience!

Luxury Resort Villa in Muskoka

Explore the charm of Muskoka Bay Resort with this Brand New, fully furnished 3-bedroom villa! Nestled within the resort, just moments away from Lake Muskoka and Gravenhurst Wharf, this accommodation offers a serene retreat. Overlooking the Golf Course, you'll relish in breathtaking views. Unwind with loved ones in this inviting haven, boasting all the comforts of home. From golfing and fishing to skiing and outdoor saunas, there's a plethora of activities to enjoy in the area.

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, lovely sunroom, beautiful fenced backyard, fire pit and long driveway. Awesome location with lots of greenery, fall colours and fairy tale snow scenes! Everything is close by but you are in the peaceful countryside. 3 mins from HWY 400 and 30 mins from airport. No any kind of party is allowed here and no any street parking. Thanks for your great understanding!

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2025-152